Driven To Win

Chaz Wolfe
  • 5.0 (82)
  • ENTREPRENEURSHIP
  • UPDATED WEEKLY

Driven To Win is the podcast for entrepreneurs who refuse to choose between building a successful business and building a strong family. Hosted by serial entrepreneur Chaz Wolfe, the show is built for business owners who want to scale their companies, lead stronger teams, and create a life that wins both at work and at home. Chaz built and scaled multiple businesses by his late twenties, becoming a millionaire by 29 and a multi-millionaire soon after through ventures in franchising, home services, real estate, and online education. His approach centers on leadership, systems, and structure that allow businesses to grow without the owner carrying all the weight. On Driven To Win, Chaz sits down with elite entrepreneurs, business leaders, authors, and operators to break down the real strategies behind growth. These are not surface level conversations. Each episode focuses on the practical disciplines required to build companies that run through strong leadership, clear structure, and effective sales systems. But business success is only half the conversation. Driven To Win is built around the belief that true success means winning in all areas of life. That includes business, family, health, faith, and lifestyle. Through honest conversations and practical insights, the show challenges entrepreneurs to build businesses that support their family life instead of competing with it. Listeners will learn how to: • Scale a business through leadership and systems • Develop stronger sales and operational discipline • Build teams that reduce owner dependence • Lead their family with the same intentionality they lead their company • Create a legacy that lasts beyond the business Whether you are building your first company or scaling an established business, Driven To Win delivers clear strategies and real conversations with leaders who are committed to growth in every area of life. If you are serious about building a business that creates freedom instead of pressure, this podcast is for you.

  1. 2D AGO

    498 | AI Will Not Replace Sales. Weak Salespeople Will With Glenn Poulos

    Connect With Chaz AI is changing business faster than most entrepreneurs are ready for. Sales systems are evolving. Automation is accelerating. Tools are becoming more powerful every year. But one thing has not changed. People still buy from people. In this episode of Driven To Win, Chaz Wolfe sits down with Glenn Poulos, co founder and leader at Gap Wireless, to break down how entrepreneurs can leverage AI without losing the human connection that actually drives revenue. Glenn shares lessons from decades in sales leadership and business growth. He explains why technology should support relationships, not replace them. He also unpacks the mindset and habits that separate great sales leaders from average operators. This conversation is about the future of selling. It is about clarity, discipline, and building relationships that create real business momentum. If you are an entrepreneur, sales leader, or business owner trying to navigate AI while still leading people well, this episode delivers practical perspective. Key Takeaways • Why AI should strengthen relationships instead of replacing them • The sales mindset that separates elite performers from average sellers • Why persistence and follow up still drive the majority of deals • Glenn’s philosophy of building trust through consistent presence • The leadership habits required to grow a sales driven organization • How entrepreneurs can adopt new technology without losing culture • Why winning in business requires alignment at home as well Connect with Chaz Wolfe (Host): Website: http://www.gatheringthekings.com Facebook: https://www.facebook.com/chazwolfe/ Instagram: https://www.instagram.com/gatheringthekings/ LinkedIn: https://www.linkedin.com/in/chaz-wolfe-86767054/ YouTube: https://www.youtube.com/@gatheringthekings Vacation With Entrepreneurial FamiliesEntrepreneur families grow closer, dream bigger, & build legacy together. Join our Family Vacation.Disclaimer: This post contains affiliate links. If you make a purchase, I may receive a commission at no extra cost to you.Support the show Like what you heard? Share this episode with a friend and leave us a review on Apple Podcasts or Spotify! Join the conversation by visiting GatheringTheKings.com and apply to connect with other high-performing entrepreneurs and their families.

    53 min

  2. 3D AGO

    499 | From Technician to True Business Owner With Dominic Rubino

    Connect With Chaz Most trades business owners start as great technicians. Then the business grows. The jobs pile up. The team expands. And suddenly the owner is buried in work with less time, less clarity, and more pressure than ever. In this episode of Driven To Win, Chaz Wolfe sits down with Dominic Rubino, host of Profit Tool Belt and a trusted advisor to trades business owners across North America. Dominic has spent years helping contractors, builders, and trades leaders move from chaos to control. In this conversation, he breaks down why so many trades businesses stall out and what it actually takes to build a company that runs without owning every decision. This episode is about leadership, systems, and financial clarity. It is about stepping out of the truck and into the role of true business owner. If you run a construction, contracting, or service based business and want to grow without sacrificing your family or your freedom, this conversation will challenge how you operate. Key Takeaways • Why most trades owners stay trapped in technician mode • The leadership shift required to build a real company • Why understanding your numbers is a non negotiable skill • The systems that allow trades businesses to scale • How accountability and coaching accelerate growth • The truth about time freedom for business owners • Why strong leadership at work protects your life at home Connect with Dominic Rubino (Guest): Website: https://www.profittoolbelt.com/ Website: https://www.cabinetmakerprofitsystem.com/ LinkedIn: https://www.linkedin.com/in/dominicrubino/ Connect with Chaz Wolfe (Host): Website: http://www.gatheringthekings.com Facebook: https://www.facebook.com/chazwolfe/ Instagram: https://www.instagram.com/gatheringthekings/ LinkedIn: https://www.linkedin.com/in/chaz-wolfe-86767054/ YouTube: https://www.youtube.com/@gatheringthekings Vacation With Entrepreneurial FamiliesEntrepreneur families grow closer, dream bigger, & build legacy together. Join our Family Vacation.Disclaimer: This post contains affiliate links. If you make a purchase, I may receive a commission at no extra cost to you.Support the show Like what you heard? Share this episode with a friend and leave us a review on Apple Podcasts or Spotify! Join the conversation by visiting GatheringTheKings.com and apply to connect with other high-performing entrepreneurs and their families.

    59 min

  3. MAR 2

    500 | Your Circle Is Your Ceiling With Members of Gathering The Kings

    Connect With Chaz You will not outgrow your circle. In this milestone 500th episode of Driven To Win, Chaz Wolfe gathers a group of high-performing entrepreneurs around a fire in Cabo, Mexico for a raw conversation about growth, legacy, and the power of proximity. This is not a theory session. It is a real discussion between business owners who have experienced the weight of leadership, the loneliness of growth, and the acceleration that comes when you step into the right room. They unpack what happens when clients become brothers, when iron sharpens iron, and when success stops being about ego and starts being about stewardship. They talk about legacy planning, generational wealth, strong marriages, supportive spouses, and why celebrating wins is fuel for long-term performance. This episode marks 500 conversations inside Driven To Win. The theme is simple. You rise to the standard of the room you choose. Key Takeaways: • Your network directly impacts your decision speed and confidence • Entrepreneurship is lonely without intentional community • Celebrating wins builds momentum, not complacency • Wealth must be structured for generations, not just accumulation • Spousal alignment is a competitive advantage • Legacy is built through people, not just profit • Growth requires proximity to people who think bigger than you If you are trying to scale your business while protecting your family and building something that lasts beyond you, this episode will challenge your current circle. Connect with Chaz Wolfe (Host): Website: http://www.gatheringthekings.comFacebook: https://www.facebook.com/chazwolfe/Instagram: https://www.instagram.com/gatheringthekings/LinkedIn: https://www.linkedin.com/in/chaz-wolfe-86767054/YouTube: https://www.youtube.com/@gatheringthekingsVacation With Entrepreneurial FamiliesEntrepreneur families grow closer, dream bigger, & build legacy together. Join our Family Vacation.Disclaimer: This post contains affiliate links. If you make a purchase, I may receive a commission at no extra cost to you.Support the show Like what you heard? Share this episode with a friend and leave us a review on Apple Podcasts or Spotify! Join the conversation by visiting GatheringTheKings.com and apply to connect with other high-performing entrepreneurs and their families.

    1h 8m

  4. FEB 25

    501 | Why Only 2% Actually Rewire Their Mind for Success With John Mitchell

    Connect With Chaz Most entrepreneurs work harder. Very few reprogram how they think. In Episode 501 of Driven To Win, Chaz Wolfe sits down with John Mitchell, author of The Missing Secret of Think and Grow Rich, to unpack what Napoleon Hill hinted at but never fully explained: success is built in the subconscious. John explains why effort alone is not enough. You can grind for decades and still sabotage yourself if your internal programming does not match your goals. The real shift happens when your identity, beliefs, and emotional conditioning align with the results you say you want. They break down the “2% mindset” — the difference between those who make success a necessity and those who treat it as a preference. John also outlines his 12-minute-a-day process designed to systematically rewire the subconscious mind for confidence, clarity, and financial growth. This is not motivation. It is mental conditioning. Key Takeaways: • Success begins in subconscious programming  • Most people operate from inherited belief systems  • The 2% treat growth as a non-negotiable  • Identity drives income  • A 12-minute daily practice compounds over time  • Repetition rewires belief  • Internal alignment reduces self-sabotage If you feel like you are capable of more but keep hitting invisible ceilings, this conversation will challenge how you approach mindset and performance. Connect with John Mitchell (Guest): LinkedIn:  https://www.linkedin.com/in/john-mitchell-76483654/Website:  https://thinkitbeit.com/cr/Email:  john@thinkitbeit.com  Connect with Chaz Wolfe (Host): Website: http://www.gatheringthekings.comFacebook: https://www.facebook.com/chazwolfe/Instagram: https://www.instagram.com/gatheringthekings/LinkedIn: https://www.linkedin.com/in/chaz-wolfe-86767054/YouTube: https://www.youtube.com/@gatheringthekings Vacation With Entrepreneurial FamiliesEntrepreneur families grow closer, dream bigger, & build legacy together. Join our Family Vacation.Disclaimer: This post contains affiliate links. If you make a purchase, I may receive a commission at no extra cost to you.Support the show Like what you heard? Share this episode with a friend and leave us a review on Apple Podcasts or Spotify! Join the conversation by visiting GatheringTheKings.com and apply to connect with other high-performing entrepreneurs and their families.

    1h 19m

  5. FEB 23

    502 | The Discipline Behind a $2 Billion Business With Chris Ball

    Connect With Chaz Scaling fast looks glamorous from the outside. From the inside, it feels like walking a razor’s edge between growth and collapse. In Episode 502 of Driven To Win, Chaz Wolfe sits down with Chris Ball, founder of Hoxton Wealth, to unpack what it actually took to build a financial firm managing over $2 billion in assets under management. This is not a hype story. It is a discipline story. Chris shares how early hires in marketing, operations, compliance, and finance allowed him to scale at speed. He explains the difference between one way doors and two way doors in decision making. And he breaks down why brutal honesty in hiring protects culture and protects growth. They also dive into: • Why relationships win over returns in service businesses • The power of fee based alignment versus commission driven models • How technology accelerates scale without replacing trust • Why hiring before you feel ready creates momentum • The cost of unclear culture during fast growth • The discipline required to sacrifice comfort for expansion • Why giving up alcohol sharpened focus and accelerated results • The reality of work, marriage, and family during scale Chris is clear. Scaling to $2 billion was not about luck. It was about pressure tolerance, disciplined execution, and making reversible decisions quickly while protecting irreversible ones. If you are trying to scale your company without blowing up your culture or your family, this episode will recalibrate your approach. Connect with Chris Ball (Guest): Hoxton Capital Management – hoxtonwealth.comLinkedIn – https://www.linkedin.com/in/chrisballhx/Connect with Chaz Wolfe (Host): Website: http://www.gatheringthekings.comFacebook: https://www.facebook.com/chazwolfe/Instagram: https://www.instagram.com/gatheringthekings/LinkedIn: https://www.linkedin.com/in/chaz-wolfe-86767054/YouTube: https://www.youtube.com/@gatheringthekingsVacation With Entrepreneurial FamiliesEntrepreneur families grow closer, dream bigger, & build legacy together. Join our Family Vacation.Disclaimer: This post contains affiliate links. If you make a purchase, I may receive a commission at no extra cost to you.Support the show Like what you heard? Share this episode with a friend and leave us a review on Apple Podcasts or Spotify! Join the conversation by visiting GatheringTheKings.com and apply to connect with other high-performing entrepreneurs and their families.

    44 min

  6. FEB 18

    503 | Give More. Close More. The Science Behind High Performers With Mo Bunnell

    Connect With Chaz Most entrepreneurs think growth comes from pressure, urgency, and closing harder. It doesn’t. In Episode 503, Chaz Wolfe sits down with Mo Bunnell, author of Give to Grow and founder of Bunnell Idea Group, to break down a counterintuitive truth: strategic generosity outperforms aggressive selling. Mo shares decades of research and real-world data showing that top performers win because they make more offers of helpfulness. Not manipulation. Not pressure. Not fear-based tactics. Genuine, strategic generosity. They unpack how to “fall in love with the client’s problem,” why most sales professionals sabotage themselves by pitching too early, and how giving someone a small experience of working with you dramatically increases trust and close rates. This is not about being the nice guy. It’s about being the advisor. Key Takeaways: • Strategic givers outperform takers and matchers long term • You must know what to say yes to and what to say no to • Fall in love with their problem before offering your solution • Use “Would it be helpful if…” to transition naturally • Top performers make significantly more offers of helpfulness • Pressure kills trust. Authentic clarity builds it • Winning the work is a different skill than doing the work If you are building a business where referrals matter, relationships matter, and long-term growth matters, this episode will sharpen your approach immediately. Connect with Mo Bunnell (Guest): Facebook: https://www.facebook.com/mo.bunnellLinkedIn: https://www.linkedin.com/in/mobunnell/Youtube: https://www.youtube.com/@MoBunnell1Website: https://bunnellideagroup.com/givetogrow/Website: https://bunnellideagroup.com/Connect with Chaz Wolfe (Host): Website: http://www.gatheringthekings.comFacebook: https://www.facebook.com/chazwolfe/Instagram: https://www.instagram.com/gatheringthekings/LinkedIn: https://www.linkedin.com/in/chaz-wolfe-86767054/YouTube: https://www.youtube.com/@gatheringthekingsVacation With Entrepreneurial FamiliesEntrepreneur families grow closer, dream bigger, & build legacy together. Join our Family Vacation.Disclaimer: This post contains affiliate links. If you make a purchase, I may receive a commission at no extra cost to you.Support the show Like what you heard? Share this episode with a friend and leave us a review on Apple Podcasts or Spotify! Join the conversation by visiting GatheringTheKings.com and apply to connect with other high-performing entrepreneurs and their families.

    57 min

  7. FEB 16

    504 | You Can’t Win Without People: The Leadership Mistake Costing You Millions With Alex Draper

    Connect With Chaz You cannot scale a business without people who trust you. In this episode of Driven To Win, Chaz Wolfe sits down with Alex Draper, founder of DX Learning and author of Care to Win, to break down why most entrepreneurs unintentionally create the very leadership problems that hold their companies back. Alex shares how his first five years in business included 100 percent turnover and multiple near bankruptcies. The irony? He started his company to eliminate workplace toxicity, yet became a results-driven, growth-at-all-costs leader himself. The breakthrough came when he realized leadership is not about pushing harder. It is about building trust intentionally. They unpack the CARE framework: Clarity, Autonomy, Relationships, and Equity. These are not soft skills. They are the human skills required to remove fear, eliminate silence, and build teams that perform at a high level. If your team is quiet in meetings, hesitant to challenge you, or operating in survival mode, you are paying for it. Lack of trust is the biggest hidden expense in your P&L. Chaz and Alex also discuss: • Why “rush to solve” bias is killing innovation  • How speed can become your biggest liability  • The illusion of agreement and leadership blind spots  • Why leadership is learned, not inherited  • How to build trust through specific feedback loops  • Why culture improvement must be continuous, not a one-time training If you feel like you are solving every problem yourself, bottlenecking growth, or carrying the weight alone, this conversation will challenge how you lead and give you a clear framework to build a team that actually has your back. You cannot win without people. And people do not perform at their best without trust. Connect with Alex Draper (Guest): Website: https://alex-draper.comWebsite: https://www.dx-learning.comLinkedIn: https://www.linkedin.com/in/alex-draper/Connect with Chaz Wolfe (Host): Website: http://www.gatheringthekings.comFacebook: https://www.facebook.com/chazwolfe/Instagram: https://www.instagram.com/gatheringthekings/LinkedIn: https://www.linkedin.com/in/chaz-wolfe-86767054/LinkedIn: https://www.linkedin.com/company/gatheringthekings/YouTube: https://www.youtube.com/@gatheringthekings Vacation With Entrepreneurial FamiliesEntrepreneur families grow closer, dream bigger, & build legacy together. Join our Family Vacation.Disclaimer: This post contains affiliate links. If you make a purchase, I may receive a commission at no extra cost to you.Support the show Like what you heard? Share this episode with a friend and leave us a review on Apple Podcasts or Spotify! Join the conversation by visiting GatheringTheKings.com and apply to connect with other high-performing entrepreneurs and their families.

    49 min

  8. 12/22/2025

    505 | The Hardest Job I’ve Ever Had: Fatherhood, Leadership, and Building Legacy

    Connect With Chaz In this solo episode, Chaz Wolfe goes deep on one of the most important topics for driven entrepreneurs: the connection between fatherhood, leadership, business, and legacy. Using listener-submitted questions, Chaz breaks down how being a dad has shaped the way he leads his companies, how obsession (not “balance”) is the real key to winning in all areas, and why legacy begins long before wealth ever transfers hands. Chaz shares candid stories from his early years in business — including mistakes, mindset shifts, and the tension between building companies and being present at home. He explains how patience, emotional intelligence, and integrity have been sharpened through raising his four kids, and how intentional leadership as a father directly influences leadership as a CEO. He also dives into the systems he uses to protect family time, the nightly routines that build confidence and identity in his kids, and the principles he’s teaching them around money, mindset, entrepreneurship, and responsibility. Chaz outlines why he believes legacy isn’t about passing wealth to the next generation, but passing it through them — shaping character, habits, decision-making, and leadership across 100 years. If you’re an entrepreneur who wants to win in business and at home, this episode will challenge the way you think about your role, your time, your kids, and the long-term impact of your leadership. 💡 Learn more about the Family Mastermind Vacation — where entrepreneurial families grow closer, dream bigger, and build legacies together. 👉 gatheringthekings.com Vacation With Entrepreneurial FamiliesEntrepreneur families grow closer, dream bigger, & build legacy together. Join our Family Vacation.Disclaimer: This post contains affiliate links. If you make a purchase, I may receive a commission at no extra cost to you.Support the show Like what you heard? Share this episode with a friend and leave us a review on Apple Podcasts or Spotify! Join the conversation by visiting GatheringTheKings.com and apply to connect with other high-performing entrepreneurs and their families.

    30 min
See All (19)

5
out of 5
82 Ratings

About

Driven To Win is the podcast for entrepreneurs who refuse to choose between building a successful business and building a strong family. Hosted by serial entrepreneur Chaz Wolfe, the show is built for business owners who want to scale their companies, lead stronger teams, and create a life that wins both at work and at home. Chaz built and scaled multiple businesses by his late twenties, becoming a millionaire by 29 and a multi-millionaire soon after through ventures in franchising, home services, real estate, and online education. His approach centers on leadership, systems, and structure that allow businesses to grow without the owner carrying all the weight. On Driven To Win, Chaz sits down with elite entrepreneurs, business leaders, authors, and operators to break down the real strategies behind growth. These are not surface level conversations. Each episode focuses on the practical disciplines required to build companies that run through strong leadership, clear structure, and effective sales systems. But business success is only half the conversation. Driven To Win is built around the belief that true success means winning in all areas of life. That includes business, family, health, faith, and lifestyle. Through honest conversations and practical insights, the show challenges entrepreneurs to build businesses that support their family life instead of competing with it. Listeners will learn how to: • Scale a business through leadership and systems • Develop stronger sales and operational discipline • Build teams that reduce owner dependence • Lead their family with the same intentionality they lead their company • Create a legacy that lasts beyond the business Whether you are building your first company or scaling an established business, Driven To Win delivers clear strategies and real conversations with leaders who are committed to growth in every area of life. If you are serious about building a business that creates freedom instead of pressure, this podcast is for you.

Information

  • Creator
    Chaz Wolfe
  • Years Active
    2022 - 2026
  • Episodes
    19
  • Rating
    Clean
  • Copyright
    © 2026 485188
  • Show Website
    Driven To Win

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